Diglycidylether of iso-eugenol: a suitable lignin-derived synthon for epoxy thermoset applications. Issue 73 (20th July 2016)

• Record Type: Journal Article
• Authors: François, Camille; Pourchet, Sylvie; Boni, Gilles; Fontaine, Stéphane; Gaillard, Yves; Placet, Vincent; Galkin, Maxim V.; Orebom, Alexander; Samec, Joseph; Plasseraud, Laurent
• Is Part Of: RSC advances. Volume 6:Issue 73(2016)
• Page Start: 68732
• Page End: 68738
• Publication Date: 2016-07-20
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c6ra15200g
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : Iso-eugenol (isoEu), catalytically fragmented from lignin, is converted into a diglycidylether of iso-eugenol (DGE-isoEu) which leads in the presence of anhydride acids based hardeners to new biobased epoxy thermosets. Abstract : A novel lignin-based synthon, diglycidylether of iso-eugenol (DGE-isoEu) is used as a prepolymer for the preparation of thermosetting resins. DGE-isoEu is synthesized in a two-step procedure with a satisfactory yield from bio-based iso-eugenol (isoEu, 2-methoxy-4-(1-propenyl)phenol) catalytically fragmented from lignin in an organosolv process. DGE-isoEu was fully characterized by NMR, MS and FTIR. Curing of the DGE-isoEu monomer has then been investigated in the presence of several carboxylic acid derivatives hardeners. The thermal and mechanical properties of each material were recorded showing, in particular, a high T g and instantaneous modulus values in the range of 78–120 °C and 4.6–5.5 GPa, respectively. The lignin derived new materials give very attractive thermo-mechanical properties comparable to that of common BPA-containing epoxy resins.